Dating Fails

vintage

Oh, How Times Have Changed

ads body image old timey skinny vintage We Are Dating - 5509913344
By Unknown
80s funny vintage - 57503745

The 80s Were the Best Time to Date

View Video
Advertisement

Keep Working at It

comics funny vintage - 8184141056
By xyzpdq1

A Classic Holiday Sentiment

sexy times vintage retro dating - 7950396416
By Unknown

Dating as a Superhero Is Hard

funny lies superheroes vintage - 8083854080
By Unknown
Advertisement

Damn Mickey, That's Raunchy

now that's some sexy mickey milk
Via Ardorouseyes

If He Poked You First...

facebook vintage We Are Dating - 5429727488
By bomullshode

Now That's Some Pickup Advice

old timey funny vintage pickup lines - 8243887104
Via No Bromo
Advertisement

If They're Cold or Nervous, They Become a Vibrator

astronaut demotivational dildont sex toy space vintage We Are Dating - 5368826624
By xyzpdq1

I Get Dung Beetles in My Stomach, Too

advice questions vintage We Are Dating - 5066091520
Via damnthatswhack.me

That's Swell, Sally. Pass the Harlot Salad.

advice oral sex vintage We Are Dating - 5148562432
By xyzpdq1
Advertisement
dating advice old timey funny vintage - 61850881

Dating Dos and Don'ts

View Video

Old Advertising Was Naughty!

innuendo funny vintage dating - 8376018176
Via Zippy225

This Tactic Used to Work All the Time Back in the Day

cars vintage retro pickup lines - 7963962368
By Unknown
Advertisement

Good Morning! Time to Gather Up Your Floor-Strewn Clothes!

vintage walk of shame We Are Dating - 5407447552
By xyzpdq1

Baby Got Plump

comic lesbian vintage We Are Dating - 5460942080
By xyzpdq1
1 2